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An asymmetric total synthesis of cage-like indole alkaloid arborisidine is presented. The new synthetic strategy features a catalytic parallel kinetic resolution based on ambident nucleophilicity (C3/N) of indole to set the absolute configurations of the two quaternary chiral centers, and a 5-exo-trig radical cyclization to form the bridged nitrogen-containing five-membered ring.

URL: https://www.organic-chemistry.org/Highlights/totalsynthesis.shtm ... 2021. 06 Dec, The Yokoshima Synthesis of Haliclonin A, Douglass F. Taber.

Total synthesis of the pseudoindoxyl class of natural products. P. S. Dhote, P. Patel, K. Vanka and C. V. Ramana, Org. Biomol. Chem., 2021, 19, 7970 DOI: ...

12.05.2021 · We report here the first enantioselective total synthesis of dysiherbol A, which also led to a revision of both the constitution and the absolute configuration of the natural product. As outlined in Scheme 1 , our strategic plan was to synthesize dysiherbol A ( 1 ) from the simplified tetracyclic precursor 9 by late-stage (diastereoselective) introduction of the methyl groups in …

14.05.2021 · The synthesis of (−)-4-epi-Englerin A, the epimer of natural product (−)-Englerin A, a sesquiterpenoid with exceptional anti-proliferative activity in renal cancer cells is achieved from (R)-(+)-limonene.Key features of the synthesis are Sharpless asymmetric dihydroxylation, aldol reaction, and transannular epoxide opening reactions to install the required functionalities of …

07.06.2021 · In summary, we have developed a powerful, general strategy for the stereoselective total synthesis of the marine natural products erogorgiaene and the pseudopterosins. In the chirogenic opening step, we exploited a Co-catalyzed enantioselective hydrovinylation, thus demonstrating the practicality of this methodology in the context of total synthesis.

Enantioselective Total Synthesis of (+)-Amphidinolide T1: Douglass F. Taber: 07 June: Synthesis of (+)-4,5-Deoxyneodolabelline: Douglass F. Taber: 03 May: Synthesis of (+)-Phomactin A: Douglass F. Taber: 05 April: Synthesis of the Mesotricyclic Diterpenoids Jatrophatrione and Citlalitrione: Douglass F. Taber: 01 March: Total Synthesis of Ingenol

Enantioselective Total Synthesis of (+)-Amphidinolide T1: Douglass F. Taber: 07 June: Synthesis of (+)-4,5-Deoxyneodolabelline: Douglass F. Taber: 03 May: Synthesis of (+)-Phomactin A: Douglass F. Taber: 05 April: Synthesis of the Mesotricyclic Diterpenoids Jatrophatrione and Citlalitrione: Douglass F. Taber: 01 March: Total Synthesis of Ingenol

07.10.2021 · The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo ...

We disclose the first total synthesis of (+)-euphorikanin A, an ingenane-derived natural product featuring an unprecedented 5/6/7/3-fused tetracyclic skeleton. Key to the approach is a SmI 2 -mediated ketyl-enoate reaction that leads to the formation of two rings in a single step. The polar …

May 14, 2021 · (R)-(+)-Limonene has been used as chiral pool starting material towards the total synthesis of (−)-4-epi-englerin A. The key steps include Sharpless asymmetric dihydroxylation, aldol reaction, and transannular epoxide opening reaction.

Total Synthesis of Tiacumicin B: Study of the Challenging β-Selective Glycosylations*. Chemistry. 2021 Mar 17;27 (16):5230-5239. doi: 10.1002/chem.202005102. Epub 2021 Feb 18.

Chem. Int. Ed. 2021, 60, 13923). Congrats to Tabitha on her recent publication! https://pubs.acs.org ...

The total synthesis of (−)-isocalycanthine 2 was subsequently carried out (Scheme 2). ... 2021, 143, 4043– 4054, DOI: 10.1021/jacs.1c01100.

The total synthesis of (±)-hinckdentine A is described herein. A cyanide-catalyzed imino-Stetter reaction of the aldimine derived from ethyl 2-amino-3,5-dibromocinnamate and 5-bromo-2-nitrobenzaldehyde followed by oxidative rearrangement afforded a 2,2-disubstituted 3-indolinone derivative containing the carbon skeleton and all of the functional groups present in the natural …

14.09.2021 · Keywords: pagoamide A, marine natural products, total synthesis, Hantzsch thiazole synthesis, solid-phase peptide synthesis, antimicrobial activity. Citation: Wu C-H and Chu J (2021) Total Synthesis and Antimicrobial Evaluation of Pagoamide A. Front. Chem. 9:741290. doi: 10.3389/fchem.2021.741290

Total synthesis plays an important role as a means to achieve the unambiguous assignment of chemical structure and obtain sufficient material for biological ...

Total Synthesis of (-)-Strictosidine and Interception of Aryne Natural Product Derivatives "Strictosidyne" and "Strictosamidyne" J Am Chem Soc. 2021 May 19;143(19):7471-7479. doi: 10.1021/jacs.1c02004. Epub 2021 May 6. Authors Sarah M Anthony 1 , Veronica Tona 1 , Yike Zou 1 , Lucas A Morrill 1 , ...

Herein we describe the total synthesis and antimicrobial evaluation of a marine ... Chem., 14 September 2021 | https://doi.org/10.3389/fchem.2021.741290 ...

Scientific Reports volume 11, Article number: 19915 (2021) Cite ... The first total synthesis of (±)-decursivine was reported in 2007 by ...

Sep 01, 2021 · In contrast, total synthesis of morphine (1) and codeine (2) was implemented starting from intermediate 23 (Scheme 2). Specifically, after converting 23 into dienol ether 16 (vide supra), directly subjecting the latter to column chromatography on silica gel resulted in the generation of enone 28 (70% yield from phenol 23 ) through keto-enol ...

Aug 16, 2021 · We report here the first enantioselective total synthesis of (+)-garsubellin A. Our synthesis relies on stereoselective fashioning of a cyclohexanone framework and double conjugate addition of 1,2-ethanedithiol that promotes aldol cyclization to build the bicyclic [3.3.1] skeleton.

The total synthesis of (±)-hinckdentine A is described herein. A cyanide-catalyzed imino-Stetter reaction of the aldimine derived from ethyl 2-amino-3,5-dibromocinnamate and 5-bromo-2-nitrobenzaldehyde followed by oxidative rearrangement afforded a 2,2-disubstituted 3-indolinone derivative containin …

Asymmetric Total Synthesis of (+)-Mannolide C. Angew Chem Int Ed Engl. 2021 Sep 20;60(39):21267-21271. doi: 10.1002/anie.202107954. Epub 2021 Aug 20.

A nonthermodynamic array of four skipped methylene substituents on the hydrophobic tail renders limaol, a C40-polyketide of marine origin, unique in structural terms. This conspicuous segment was assembled by a two-directional approach and finally coupled to the polyether domain by an allyl/alkenyl Stille reaction under neutral conditions. The core region itself was prepared via a 3,3 ...